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10 Classic New England Hotels and Resorts That Are Perfect for a Late-Fall Getaway

Classic New England towns are still charming after the fall colors begin to fade and before the first snows fly. So why not take advantage of the shoulder-season prices and lighter crowds to enjoy a quintessential New England weekend trip? Cozy fire places and crisp fall weather await.

Where to Enjoy a Classic New England Getaway This Fall

For a last-minute New England getaway, head to these 10 classic resorts and hotels.

Hotel Salem in Salem, Massachusetts

Book a stay at this brand new property, located in the coastal town on the North Shore of Massachusetts most famously known for the 1692 Witch Trials. Hotel Salem is on the pedestrian mall in Salem Village and features its own restaurant, Counter.

Don’t Miss: Lofted suites and micro-room options for budget travelers.

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Kennebunkport Inn in Kennebunkport, Maine

Head to sleepy Kennebunkport to get into the holiday spirit and shop the Dock Square stores. Or, relax at a spa or snow shoe if there’s a preseason dusting. There’s plenty to do in Kennebunkport year-round, and the Kennebunkport Inn is at the heart of it all.

Don’t Miss: The Burleigh Restaurant inside the inn. Order the Lobster Mac & Cheese and come early for the daily happy hour from 3:00 to 5:00 p.m.

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Ale House Inn in Portsmouth, New Hampshire

Once home to a brewery in the pre-Prohibition era, the Ale House Inn shines a unique light into Portsmouth’s history. Portsmouth is known for its restaurants, bars, and breweries. This hotel is the perfect complement to its home city.

Don’t Miss: Ask the front desk for an exclusive discount at the Stonewall Kitchen Cooking School.

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Hotel Vermont in Burlington, Vermont

Located a few blocks from popular Church Street, Burlington’s boutique Hotel Vermont overlooks the shores of Lake Champlain and serves farm-to-table food at its restaurant and bar, Juniper. When the weather gets chilly, Vermonters like to cozy up indoors with warm meals and beer.

Don’t Miss: Ask for the hotel’s beer concierge to find out about new brewery openings, recommendations, and a schedule for informational tastings.

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The Ocean House in Watch Hill, Rhode Island

Catch early winter storms rolling in at this iconic ocean-side property in Watch Hill, known for its high-class service, spa, and restaurant. There’s no better time than fall to enjoy this famous resort—without the crowds or the high season price tag.

Don’t Miss: Take a wine and culinary arts class, and explore seasonal offerings, with the resort’s sommelier and food forager.

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Devonfield Inn in Lee, Massachusetts

If you’re looking for a quintessential New England inn getaway, then head to the Berkshires. Located near both Stockbridge and Lenox, the Devonfield Inn has just 11 updated rooms, but plenty of charm.

Don’t Miss: The daily fireside gourmet breakfast that’s accompanied by classical music.

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Topnotch Resort in Stowe, Vermont

If you’re bringing the kids along for a New England getaway, Topnotch Resort is the perfect spot to do it. Located about five minutes from Stowe’s main strip, the resort offers plenty of entertaining activities and dining options onsite. Plus, the property has childcare services so you can enjoy a day at the spa or a romantic night out on the town.

Don’t Miss: Cooking s’mores at the outdoor fire pit.  

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Winvian in Morris, Connecticut

This luxurious “resort experience” is home to a five-star farm-to-table restaurant, spa, and organic gardens set on 113 acres of woodlands and meadows. The real highlight here is the 18 themed cottages you can chose from that offer a private and distinctive experience.

Don’t Miss: The treehouse cottage, complete with a full bar, steam shower, and Jacuzzi.

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Woodstock Inn and Resort in Woodstock, Vermont

Local shops, a luxurious spa, and exquisite onsite restaurants are at your fingertips at the Woodstock Inn and Resort. Just a half-mile from the resort is Billings Farm & Museum, with free admission to Woodstock Inn & Resort guests. If there’s snow, you can take a horse-drawn sleigh ride through the farm fields.

Don’t Miss: Ask for a copy of the recipe for the property’s delicious fondue.

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Hotel on North in Pittsfield, Massachusetts

A boutique hotel in the Berkshires, Hotel on North offers exceptional cuisine at its onsite restaurant, an art gallery, and historic charm, perfect for a New England getaway. Located right in the middle of the Berkshires, most of the region’s major attractions are no more than 30 to 40 minutes away. 

Don’t Miss: Sip on a cocktail in a vintage birdcage elevator in the hotel’s lounge area.

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What to Wear on a Fall Weekend Getaway:

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By Ashley Rossi

Ashley Rossi is always ready for her next trip. Follow her on Twitter and Instagram for travel tips, destination ideas, and off the beaten path spots.

After interning at SmarterTravel, Ashley joined the team full time in 2015. She's lived on three continents, but still never knows where her next adventure will take her. She's always searching for upcoming destination hotspots, secluded retreats, and hidden gems to share with the world.

Ashley's stories have been featured online on USA Today, Business Insider, TripAdvisor, Huffington Post, Jetsetter, and Yahoo! Travel, as well as other publications.

The Handy Item I Always Pack: "A reusable filtered water bottle—it saves you money, keeps you hydrated, and eliminates waste—win-win."

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